Chief of Staff – AI

Human Agency

. Partner with the Managing Director of AI and executive team to translate priorities into sequenced plans, resourcing, and measurable outcomes .

Posted 10/30/2026full-timeRemote • Florida • United States, CanadaLeadWebsite

Core Competencies

Role fit

Core Competencies

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Demonstrates expertise in leading AI transformation initiatives, designing AI-enabled processes, and implementing automation solutions while ensuring stakeholder alignment and effective change management. Proven ability to translate AI capabilities into actionable business strategies and deliver measurable outcomes.

Highest-signal resume keywords

AI Transformation MethodologyLLM-Enabled Solutions ImplementationWorkflow AutomationChange ManagementClient-Facing Delivery

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills

Prompt EngineeringKnowledge Management SystemsProcess DesignRisk ManagementQuality AssuranceUATContinuous ImprovementGovernance ModelsSolution ArchitectureAI Capabilities Understanding

Soft Skills

Stakeholder AlignmentClient Relationship ManagementCommunicationTrainingPresentation Skills

Tools & Technologies

ZapierMakeAirtableGoogle WorkspaceAsanaNotionSlackModern AI ToolingExecutive Document PreparationContent Tools

Industry Keywords

AI Adoption InitiativesEthical AI PracticesHuman OversightPrivacyBias Mitigation

About the role

Key responsibilities & impact

Partner with the Managing Director of AI and executive team to translate priorities into sequenced plans, resourcing, and measurable outcomes
Lead Human Agency's AI transformation methodology by defining offerings, building repeatable frameworks, and establishing best practices
Design end-to-end AI-enabled processes for client workflows and internal operations
Translate AI capabilities into business cases, use cases, and implementation roadmaps for executives
Produce executive briefings, roadmaps, decision memos, agendas, and presentations
Design and build independently operating AI-powered systems and automated engines
Create discovery frameworks, solution architectures, evaluation routines, governance models, prompts, playbooks, and knowledge bases
Implement lightweight automation using Zapier, Make, Airtable, or similar tools
Establish monitoring, feedback loops, quality assurance, UAT, safety checks, and continuous improvement cycles
Own delivery of multiple AI-enabled client engagements from discovery through launch and sustained adoption
Lead company-wide and client-wide AI adoption initiatives, including stakeholder alignment, training, governance, and measurement
Coordinate solution build-outs with internal teammates and external partners
Design change-management approaches and sequence rollout phases
Manage client check-ins, executive presentations, demos, decision logs, release notes, enablement materials, and training programs
Build lasting client relationships and present clear recommendations to executive audiences
Design and improve the operating system for AI work from intake through measurement
Manage staffing, subcontractors, budgets, scopes, vendors, dashboards, risks, dependencies, and meeting cadences
Provide timely reporting to the Managing Director of AI and stakeholders
Contribute to AI thought leadership through best-practice documentation, case studies, and insights

Requirements

What you’ll need

5-7+ years in operations, client services, product/program/project management, strategic support, consulting, or transformation roles with direct ownership of client-facing delivery
Demonstrated success leading multi-stakeholder projects and organizational change initiatives end-to-end, including scope, timelines, budgets, risk, and change management
Hands-on experience implementing LLM-enabled solutions, prompt engineering, workflow automation, and knowledge management systems
Strong understanding of AI capabilities and limitations, reliability design, and responsible risk management
Proven ability to design repeatable processes and systems that scale beyond individual projects
Experience with no/low-code automation platforms such as Zapier or n8n, knowledge bases, and modern AI tooling
High proficiency with Google Workspace, Asana/Notion, Slack, modern web and content tools, and polished executive documents and presentations
Ability to translate complex technical concepts into clear business value for non-technical audiences
Bachelor's degree or equivalent experience
Commitment to ethical practices and responsible AI, including transparency, human oversight, privacy, and bias mitigation
Willingness to travel regularly, approximately 20–40%
Remote-friendly, with preference for candidates in major tech hubs

Benefits

Comp & perks

Performance-based bonuses
Potential equity participation
Autonomy to lead
Resources to succeed
Room to grow
Clear pathways to increased leadership responsibility
Remote-friendly work arrangement
Opportunities to shape organizational AI integration at scale